2008/09 WINNERS
| Winners | Runners Up | Most Sporting Player | |
| BOSR | Highlanders | Forestdale | N/A |
| EOSR | Roundwood A | Chequers B | N/A |
| Versatility Rally | Roundwood | Crickets A/Karisma | N/A |
| Evening League Rally | Highlanders | H&S/Portas A | CMO & PORTAS |
| Chairmans Cup | CMO A | H&S A/Highlanders | N/A |
| Division One | H&S A | Portas A | Charlotte Barr – H&S A |
| Division Two | Croham | Wandsworth A | Nicky Clarke - Croham |
| Division Three | Crickets A | Chequers B | Jo Crowhurst - Forestdale |
| Division Four | Karisma B | Wickham | Kelly Duke – Crickets B |
| Division Five | Chequers D | Hillcrest | Jackie McLeary – Crickets C |
UMPIRING AWARD 2008/2009
| Division 1 | Velma Peart |
| Division 2 | Tina Smith |
| Division 3 | Margo Rangecroft |
| Division 4 | Karen Jenkins |
| Division 5 | Hillary Hills |
